Holiday houses in Oakley

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Top-rated holiday rentals in Oakley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A historic two-story home features a large front porch with white railings, surrounded by a well-maintained lawn and decorative flower planters. Tall trees provide shade, and a driveway leads to a two-car garage at the side.
Loft in Monticello
4.99 out of 5 average rating, 811 reviews

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

Guest favourite
Home in Decatur
4.93 out of 5 average rating, 28 reviews

Welcome to your home away from home!

Whether you’re here for work, relaxation, or a little of both, our thoughtfully designed space offers comfort, convenience, and plenty of room to unwind. Spacious 3BD/2BR home with new furniture, full kitchen, large living room, central A/C, free Wi-Fi, and on-site laundry. Off-street parking for 2 cars. Walk to Starbucks, Target, Olive Garden & 15 min from the airport. Flexible check-in/out and outdoor security cameras for peace of mind. Perfect for families, couples, or business travelers!

Superhost
The exterior of a charming cottage features a white facade with yellow awnings above the windows. A small porch is adorned with blue chairs and a yellow bicycle, complemented by a neatly manicured lawn and vibrant lavender flowers along the front edge.
Home in Decatur
4.83 out of 5 average rating, 355 reviews

Beach Vibes in the City | Family & Pet-Friendly

Soak up summer vacation vibes all year long at our breezy beach-themed cottage! 🌴 Fully fenced backyard is perfect for kids & fur babies to safely play. 3 minutes to Millikin University & Fairview Park 8 minutes to Memorial Hospital 15 minutes to Caterpillar & ADM Gas, groceries, and Walgreens are just around the corner. Check out family-owned local faves - Diamond's Family Restaurant & Krekel's Kustard Kick off your shoes and relax—you’ve found your home away from the shore! 🐚

Top Guest favourite
The image captures a hot tub on a patio, framed by a wooden pergola. A round table with chairs is positioned nearby, with an expansive view of the sunset over open fields. The warm glow of dusk enhances the tranquil outdoor setting.
Cottage in Sullivan
4.96 out of 5 average rating, 225 reviews

Prairieview Cottage Retreat - Hot Tub Sunsets

REST, RELAX, RETREAT... Escape to tranquility at this picturesque, pet-friendly cottage, nestled in the serene countryside. Whether you're coming for a romantic retreat, family getaway, or a solo sanctuary, this charming haven offers a wonderful blend of comfort and serenity. Enjoy stunning sunsets from the hot tub, cozy up by the firepit on the patio, or simply unwind indoors in comfort. This retreat is ideally located in the heart of Illinois Amish country and near Lake Shelbyville.

Top Guest favourite
Home in Decatur
5.0 out of 5 average rating, 30 reviews

Game Room Getaway 4BR 3BA w/ Pool Table in Decatur

Spacious 4BR/3BA Decatur brick home perfect for families or workers. Relax in open living areas, play a game on the pool table, or enjoy coffee from the stocked bar. A dedicated desk and fast Wi-Fi make remote work easy, while free parking out front keeps travel simple. Whether you’re gathering with family, traveling with colleagues, or needing a comfortable base during a work project, this Decatur stay offers the space, amenities, and welcoming atmosphere to make you feel at home.

Superhost
A log cabin with a green metal roof is set amid a wooded backdrop. The front porch features wooden railings and multiple seating areas. Lush grass surrounds the cabin, enhancing its natural setting. A stone walkway leads to the entrance, creating an inviting access point.
Cabin in Decatur
4.84 out of 5 average rating, 93 reviews

Critter Cove

1350 N Country Club Critter Cove Nestled on 33 acres of Wooded wonderland in a country setting is the log cabin for you. Perfect for a getaway, family reunion, corporate retreat or even that upcoming wedding. The 4 bedroom and loft (5th bedroom) have single beds that can be pushed together to form king size beds. Perfectly nestled in the woods allowing you to become one with nature. Enjoy the peace and quiet and beautiful nature and wildlife views from your deck. Pet friendly!

Superhost
Cottage in Decatur
4.89 out of 5 average rating, 149 reviews

Cozy Lakefront Retreat w/ Dock, Kayaks & Games

Welcome to Lake Shore Cottage, hosted by Beyond the Path Vacation Rentals, where your experience is our priority. Enjoy lakefront living: fish from the private dock, paddle kayaks, relax by the fire pit, and enjoy the peaceful waterfront views. Comfortable beds, fast Wi‑Fi, huge digital game board, smart TV, fully equipped kitchen, quiet safe neighborhood, minutes to Scovill Zoo, Devon Amphitheater, Nelson Park, Splash Cove, restaurants, shopping, and available boat rental.

Guest favourite
A comfortable navy blue sofa is adorned with gold and blue decorative pillows. In front, a glass coffee table holds a gold bowl and blue candles. Wall art is featured above the sofa, framed in gold, complementing the contemporary decor.
Home in Decatur
5.0 out of 5 average rating, 18 reviews

My Home is Your Home

Stylish & Cozy Retreat / Great Location: Relax in this calm, modern space featuring a comfy leather sectional, ottoman, fireplace and 65' smart TV with all streaming services plus PPV. The open family/dining room seats four, and both bedrooms offer queen beds and 55' mounted TVs. Enjoy a quiet reading room, large kitchen and bath and washer and dryer. Outside, enjoy a large fenced-in yard. Centrally located near ADM, The Devon and Farm Progress Showgrounds

Guest favourite
Home in Decatur
4.82 out of 5 average rating, 148 reviews

Lakefront Haven in Decatur

Escape to the peaceful shores of Lake Decatur at this beautifully updated lakefront retreat. Enjoy fishing, boating, or relaxing from your private dock, then unwind around the stunning fireplace or take in sunset views from the spacious deck. The open-concept layout offers inviting gathering spaces and plenty of room for families and friends to connect, relax, and enjoy the perfect lake getaway just minutes from local dining, parks, and attractions.

Top Guest favourite
A cozy living area features a brown sectional sofa adorned with textured throw pillows. A coffee table with a small plant is positioned in front. Light floods in from the nearby window, and the kitchen area, with wooden cabinets and modern appliances, is visible in the background.
Home in Decatur
4.99 out of 5 average rating, 130 reviews

The House at Caboose Corner

The House at Caboose Corner is an all new home built on the site of an early 1900's country grocery store. To add to the properties allure, there are two mid 1900's cabooses and a replica depot in the back yard. Situated on a quiet country corner, this peaceful well stocked home will be your home away from home for a weekend or more. Minutes from restaurants, most major Decatur employers, and shopping. Wifi and cable are available.

Top Guest favourite
The entrance features a white door framed by blue and white siding. A welcome sign is prominently displayed beside the door, complemented by a potted plant at the base of the steps. Sunlight brightens the area, highlighting the welcoming ambiance.
Apartment in Arthur
4.98 out of 5 average rating, 314 reviews

The Hideaway - Charming apartment in Arthur IL

Enjoy exploring Illinois' largest Amish settlement while relaxing in this one-bedroom apartment one block from downtown Arthur, a village of 2200. Country charm abounds in this gem which sleeps three (full bed plus fold-out love seat). There is a private entrance, access to laundry facilities, and private parking off the street. We are 9 miles west of I-57 on Route 133 (take exit 203 at Arcola) and 40 miles from Champaign.

Top Guest favourite
The cottage exterior features a light-colored facade with wooden shutters framing the windows. A welcoming front door is complemented by a porch light. A small fountain is positioned on a stone pathway, with potted plants adding greenery to the front yard.
Cottage in Arthur
4.98 out of 5 average rating, 327 reviews

Sisters Cottage

A recently renovated Cottage, nestled in the heart of the small, quaint town of Arthur. Located next to the Arthur Park. Enjoy the clip clop of the horse & buggies going by as you relax and enjoy the back porch with table & seating. Plenty of back yard for playing games. A fire pit is located close to porch for roasting marshmallows at night. Arthur is a very innovative town with lots of shops to explore.

Popular amenities for Oakley holiday rentals